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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43649Generated: October 29, 2026

Benzylamine → tert-Butyl cis(+/-)-4-(benzylamino)-3-ethoxypiperidine-1-carboxylate

https://huagongshe.com/reaction/43649

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantTert-butyl 3-ethoxy-4-oxopiperidine-1-carboxylateHCID 68406177—
Solvent1,2-DichloroethaneHCID 11—
Producttert-Butyl cis(+/-)-4-(benzylamino)-3-ethoxypiperidine-1-carboxylateHCID 8664859786.7%

Reaction Steps

The same operation as in Example (90c) was performed using tert-butyl 3-ethoxy-4-oxopiperidine-1-carboxylate obtained in Example (90b) (3.4 g, 14 mmol), benzylamine (1.65 g, 15.4 mmol), sodium (triacetoxy)borohydride (5.93 g, 28 mmol) and 1,2-dichloroethane (40 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=4/1, 1/1, 1/3, 0/1) to obtain 4.06 g of the title compound as a colorless oily substance (87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-b24c6aeb716845e09f2ea0018becade1
Source noteuspto-grants-2013_09